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Title: | Nitroalkanes and dimethyl maleate as source of 3-alkyl succinic anhydrides and (E)-3-alkylidene succinic anhydrides |
Authors: | Ballini, Roberto Bosica, Giovanna Fiorini, Dennis Righi, Paolo |
Keywords: | Nitroalkanes Heterocyclic compounds Chemical reactions |
Issue Date: | 2002 |
Publisher: | Georg Thieme Verlag |
Citation: | Ballini, R., Bosica, G., Fiorini, D., & Righi, P. (2002). Nitroalkanes and dimethyl maleate as source of 3-alkyl succinic anhydrides and (E)-3-alkylidene succinic anhydrides. Synthesis, 5, 681-685. |
Abstract: | Nitroalkanes react with dimethyl maleate giving a tandem Michael addition/elimination of nitrous acid. The obtained (E)-2-alkylidene dimethyl succinates are: (i) reduced to the corresponding 2-alkyl dimethyl succinates which after hydrolysis produce 1,4-dicarboxylic acids that are prone to convert into the corresponding 3-alkyl succinic anhydrides or (ii) hydrolysed to (E)-2-alkylidene-succinic acids that are easily cyclised to (E)-3-alkylidene succinic anhydrides. |
URI: | https://www.um.edu.mt/library/oar//handle/123456789/24914 |
Appears in Collections: | Scholarly Works - FacSciChe |
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